This essay presents congruities between Sebald’s juvenilia and his major works of prose fiction to reveal a portrait of a budding artist who never wandered far from his personal and literary origins and yet learned his lessons from these youthful ventures into writing. It introduces selections from his unpublished and fragmentary literary writings from the 1960s, which are housed in his literary estate at the DLA. These include the short narratives ‘Wartend’ (‘Waiting’) and the untitled story about Herr G. (Mr G.), along with the six-page play Der Traum ein Leben oder die Geschichte des Fr. v. Sch. (The Dream A Life, Or The Story of Fr. v. Sch.), and the two versions of his untitled novel. In these texts, one finds Sebald’s early critiques of capitalism and consumer culture, his interest in the uncanny, the agency of material objects, the crisis of the artist, the horrors of the past, the influence and violence of the totalitarian personality, the power of images, and the destruction wrought by nature. Sebald’s juvenilia make clear that they foreshadow the philosophical, historical, and sociological considerations in his mature prose fiction.